Sodium ethoxide → HCID 13277458, compound

HRID 1388896Notes

Reaction equation

HRID 1388896 reaction equation
[CH3:1][O:2][C:3]1[C:8]([NH:9][C:10]([NH2:12])=[S:11])=[C:7]([O:13][CH3:14])[N:6]=[CH:5][N:4]=1.[CH3:15]C[O-].[Na+]>>[CH2:1]([O:2][C:3]1[C:8]([NH:9][C:10]([NH2:12])=[S:11])=[C:7]([O:13][CH3:14])[N:6]=[CH:5][N:4]=1)[CH3:15]

Participants

3

Reactant 2

HCID 2723922Sodium ethoxideHCID 13277456HCID 13277456, compound

Product 1

HCID 13277458HCID 13277458, compoundYield 56.4%

Procedure

3.0 g N-(4,6-dimethoxy-5-pyrimidyl)-thiourea are mixed with a sodium-ethylate solution (0.317 g sodium in 30 ml absolute ethanol) and heated for 3 hours under reflux. After cooling the mixture is neutralized. The reaction product is vacuum treated and purified chromatographically on silica gel (developer; chloroform/methanol 95:5). 0.6 g N-(4-ethoxy-6-methoxy-5-pyrimidyl)-thiourea having a melting point of 186° to 187° C. are obtained.

Workup

  1. temperatureheated for 3 hours
  2. temperatureunder reflux
  3. temperatureAfter cooling the mixture
  4. additiontreated
  5. custompurified chromatographically on silica gel (developer; chloroform/methanol 95:5)

Sources & evidence

ORD record
ord-5f9080d880d346a98b85bc67ec77dbe7
Source dataset
uspto-grants-1984_02
Patent number
US04434167

Reaction notes

Loading…